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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:37 UTC

Update Date

2022-03-07 02:52:40 UTC

HMDB ID

HMDB0030719

Secondary Accession Numbers

HMDB30719

Metabolite Identification

Common Name

5,6-Dimethoxyflavone

Description

5,6-Dimethoxyflavone belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 5,6-dimethoxyflavone is considered to be a flavonoid. Based on a literature review a small amount of articles have been published on 5,6-Dimethoxyflavone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030719
     RDKit          3D
5,6-Dimethoxyflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.3402    1.6139   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5033    0.4911   -0.2115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1223    0.5583   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199    1.8048   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1421    1.8947   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498    0.7511   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    0.8267   -0.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7311   -0.2431   -0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.0541   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7204    1.2332   -0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0803    1.4429   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9624    0.3836   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397   -0.8825    0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0674   -1.0817    0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1329   -1.4701    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410   -1.5815   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255   -2.7383    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986   -0.4541   -0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -0.5866   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726   -1.8261   -0.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3350   -2.4489    1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485    1.2848   -0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0079    2.3477   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3333    2.0965    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    2.7075   -0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    2.8449   -0.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0256    2.0613   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968    2.4489   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0517    0.5581    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1183   -1.7130    0.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976   -2.1097    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531   -2.3820    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4129   -3.5380    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121   -2.2495    1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3275   -1.9910    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 18  6  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END


  Mrv0541 05061305272D          

 21 23  0  0  0  0            999 V2000
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  2  0  0  0  0
 11  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  2  0  0  0  0
 17 16  1  0  0  0  0
 18 12  2  0  0  0  0
 19  1  1  0  0  0  0
 19 14  1  0  0  0  0
 20  2  1  0  0  0  0
 20 17  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030719

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C2=C(OC(=CC2=O)C2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O4/c1-19-14-9-8-13-16(17(14)20-2)12(18)10-15(21-13)11-6-4-3-5-7-11/h3-10H,1-2H3

> <INCHI_KEY>
GHLJEZSMMHWXTR-UHFFFAOYSA-N

> <FORMULA>
C17H14O4

> <MOLECULAR_WEIGHT>
282.2907

> <EXACT_MASS>
282.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.816258299067414

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6-dimethoxy-2-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.30

> <JCHEM_LOGP>
2.652042567333333

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.032819097612343

> <JCHEM_PKA_STRONGEST_BASIC>
-4.546712785508721

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
79.8976

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,6-dimethoxy-2-phenylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030719
     RDKit          3D
5,6-Dimethoxyflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.3402    1.6139   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5033    0.4911   -0.2115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1223    0.5583   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199    1.8048   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1421    1.8947   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498    0.7511   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    0.8267   -0.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7311   -0.2431   -0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.0541   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7204    1.2332   -0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0803    1.4429   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9624    0.3836   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397   -0.8825    0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0674   -1.0817    0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1329   -1.4701    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410   -1.5815   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255   -2.7383    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986   -0.4541   -0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -0.5866   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726   -1.8261   -0.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3350   -2.4489    1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485    1.2848   -0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0079    2.3477   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3333    2.0965    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    2.7075   -0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    2.8449   -0.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0256    2.0613   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968    2.4489   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0517    0.5581    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1183   -1.7130    0.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976   -2.1097    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531   -2.3820    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4129   -3.5380    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121   -2.2495    1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3275   -1.9910    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 18  6  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   11                                                       
CONECT    8    9   13                                                       
CONECT    9    8   14                                                       
CONECT   10   12   15                                                       
CONECT   11    6    7   15                                                  
CONECT   12   10   16   18                                                  
CONECT   13    8   16   21                                                  
CONECT   14    9   17   19                                                  
CONECT   15   10   11   21                                                  
CONECT   16   12   13   17                                                  
CONECT   17   14   16   20                                                  
CONECT   18   12                                                            
CONECT   19    1   14                                                       
CONECT   20    2   17                                                       
CONECT   21   13   15                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0030719
HETATM    1  C1  UNL     1      -5.340   1.614  -0.289  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.503   0.491  -0.212  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.122   0.558  -0.189  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.520   1.805  -0.247  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.142   1.895  -0.226  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.350   0.751  -0.148  1.00  0.00           C  
HETATM    7  O2  UNL     1       0.951   0.827  -0.127  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.731  -0.243  -0.054  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.174  -0.054  -0.037  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.720   1.233  -0.098  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.080   1.443  -0.084  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.962   0.384  -0.009  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.440  -0.882   0.052  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.067  -1.082   0.037  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.133  -1.470   0.003  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.241  -1.582  -0.017  1.00  0.00           C  
HETATM   17  O3  UNL     1      -0.726  -2.738   0.038  1.00  0.00           O  
HETATM   18  C15 UNL     1      -0.999  -0.454  -0.093  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.361  -0.587  -0.112  1.00  0.00           C  
HETATM   20  O4  UNL     1      -2.973  -1.826  -0.055  1.00  0.00           O  
HETATM   21  C17 UNL     1      -3.335  -2.449   1.171  1.00  0.00           C  
HETATM   22  H1  UNL     1      -6.349   1.285  -0.596  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.008   2.348  -1.063  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.333   2.097   0.713  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.110   2.707  -0.308  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.639   2.845  -0.269  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.026   2.061  -0.157  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.497   2.449  -0.132  1.00  0.00           H  
HETATM   29  H8  UNL     1       7.052   0.558   0.002  1.00  0.00           H  
HETATM   30  H9  UNL     1       6.118  -1.713   0.110  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.698  -2.110   0.087  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.753  -2.382   0.065  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.413  -3.538   1.018  1.00  0.00           H  
HETATM   34  H13 UNL     1      -2.612  -2.249   1.978  1.00  0.00           H  
HETATM   35  H14 UNL     1      -4.327  -1.991   1.454  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   19
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   18
CONECT    7    8
CONECT    8    9   15   15
CONECT    9   10   10   14
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   31
CONECT   15   16   32
CONECT   16   17   17   18
CONECT   18   19   19
CONECT   19   20
CONECT   20   21
CONECT   21   33   34   35
END

HMDB0030719
     RDKit          3D
5,6-Dimethoxyflavone
 35 37  0  0  0  0  0  0  0  0999 V2000
   -5.3402    1.6139   -0.2893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5033    0.4911   -0.2115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1223    0.5583   -0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199    1.8048   -0.2467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1421    1.8947   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498    0.7511   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    0.8267   -0.1274 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7311   -0.2431   -0.0536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.0541   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7204    1.2332   -0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0803    1.4429   -0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9624    0.3836   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397   -0.8825    0.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0674   -1.0817    0.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1329   -1.4701    0.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410   -1.5815   -0.0168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255   -2.7383    0.0379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986   -0.4541   -0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -0.5866   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9726   -1.8261   -0.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3350   -2.4489    1.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485    1.2848   -0.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0079    2.3477   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3333    2.0965    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100    2.7075   -0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6394    2.8449   -0.2688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0256    2.0613   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968    2.4489   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0517    0.5581    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1183   -1.7130    0.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976   -2.1097    0.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7531   -2.3820    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4129   -3.5380    1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6121   -2.2495    1.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3275   -1.9910    1.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 19  3  1  0
 18  6  1  0
 14  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 21 33  1  0
 21 34  1  0
 21 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₄

Average Molecular Weight

282.2907

Monoisotopic Molecular Weight

282.089208936

IUPAC Name

5,6-dimethoxy-2-phenyl-4H-chromen-4-one

Traditional Name

5,6-dimethoxy-2-phenylchromen-4-one

CAS Registry Number

33554-48-2

SMILES

COC1=C(OC)C2=C(OC(=CC2=O)C2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C17H14O4/c1-19-14-9-8-13-16(17(14)20-2)12(18)10-15(21-13)11-6-4-3-5-7-11/h3-10H,1-2H3

InChI Key

GHLJEZSMMHWXTR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

5-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
Flavone
Chromone
Benzopyran
1-benzopyran
Anisole
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110102 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030719)

Cellular substructure

Membrane (HMDB: HMDB0030719)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030719)

Source

Endogenous

Endogenous (HMDB: HMDB0030719)

Plant

Plant (HMDB: HMDB0030719)

Exogenous

Food

Food (HMDB: HMDB0030719)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	199 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	31.54 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	3.3	ALOGPS
logP	2.65	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	15.03	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.9 m³·mol⁻¹	ChemAxon
Polarizability	29.82 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	165.632	31661259
DarkChem	[M-H]-	167.503	31661259
DeepCCS	[M+H]+	167.817	30932474
DeepCCS	[M-H]-	165.459	30932474
DeepCCS	[M-2H]-	198.346	30932474
DeepCCS	[M+Na]+	173.911	30932474
AllCCS	[M+H]+	164.7	32859911
AllCCS	[M+H-H2O]+	160.9	32859911
AllCCS	[M+NH4]+	168.3	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	167.4	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	165.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,6-Dimethoxyflavone	COC1=C(OC)C2=C(OC(=CC2=O)C2=CC=CC=C2)C=C1	3714.7	Standard polar	33892256
5,6-Dimethoxyflavone	COC1=C(OC)C2=C(OC(=CC2=O)C2=CC=CC=C2)C=C1	2590.3	Standard non polar	33892256
5,6-Dimethoxyflavone	COC1=C(OC)C2=C(OC(=CC2=O)C2=CC=CC=C2)C=C1	2650.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6-Dimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0890000000-225489c996b9ba03ce39	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6-Dimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6-Dimethoxyflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 10V, Positive-QTOF	splash10-001i-0090000000-7a5c42cacafd6159c734	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 20V, Positive-QTOF	splash10-001i-0090000000-311f94592b786fcaf431	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 40V, Positive-QTOF	splash10-0udi-5960000000-2c2229ef06e8a195dc5c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 10V, Negative-QTOF	splash10-001i-0090000000-01f4353f182d8f9d30fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 20V, Negative-QTOF	splash10-001i-0090000000-33288ffceec363a408ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 40V, Negative-QTOF	splash10-0udi-2960000000-177de732657e4018d02b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 10V, Negative-QTOF	splash10-001i-0090000000-3e308f4abc44a5fef093	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 20V, Negative-QTOF	splash10-001i-0090000000-5a2fdece140ae0872728	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 40V, Negative-QTOF	splash10-002f-0920000000-ffcdaf9bd27cafe3fb41	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 10V, Positive-QTOF	splash10-001i-0090000000-a1ec03bfb8f05f85967d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 20V, Positive-QTOF	splash10-001i-0090000000-a1ec03bfb8f05f85967d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-Dimethoxyflavone 40V, Positive-QTOF	splash10-001i-0970000000-20d3a738a17045d71556	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002642

KNApSAcK ID

C00003793

Chemspider ID

24843193

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14349486

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822221

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5,6-Dimethoxyflavone (HMDB0030719)

MOL for HMDB0030719 (5,6-Dimethoxyflavone)

3D MOL for HMDB0030719 (5,6-Dimethoxyflavone)

3D SDF for HMDB0030719 (5,6-Dimethoxyflavone)

3D-SDF for HMDB0030719 (5,6-Dimethoxyflavone)

PDB for HMDB0030719 (5,6-Dimethoxyflavone)

3D PDB for HMDB0030719 (5,6-Dimethoxyflavone)

SMILES for HMDB0030719 (5,6-Dimethoxyflavone)

INCHI for HMDB0030719 (5,6-Dimethoxyflavone)

Structure for HMDB0030719 (5,6-Dimethoxyflavone)

3D Structure for HMDB0030719 (5,6-Dimethoxyflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra